An efficient route to bicycle[3.3.1] intermediate employing organocatalytic Michael/Aldol biannulation: a formal synthesis of (+)-Huperzine A |
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Authors: | Chao Zhang Yu-Peng He Zhenbo Lv Xiaoguang Ding Fei Li Fang Yu |
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Institution: | 1.College of Chemistry, Chemical Engineering and Environmental Engineering,Liaoning Shihua University,Fushun,China |
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Abstract: | The key intermediate for the synthesis of (+)-Huperzine A, bicycle3.3.1]nona-2,6-dien-9-one core, was prepared by Michael–Aldol annulation of β-ketoesters and methacrolein catalyzed by α,α-diarylprolinol silyl ether in highest 87 % ee and with up to 80 % ee in the gram-scale procedure. |
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